Interpolymerized With Aliphatic Hydrocarbon Patents (Class 526/339)
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Patent number: 5571883Abstract: Motor vehicle vibration damping parts based on an ethylene, alpha-olefin, vinyl norbornene elastomeric polymer are manufactured with more efficiency due to vibration damping part compounds having lower viscosity, easier processing than ethylene, alpha-olefins, diene monomer compounds, where the diene monomer is other than vinyl norbornene. Additionally, the engine mounts or other vibration damping parts based on the ethylene, alpha-olefin, vinyl norbornene elastomeric polymer have better heat aging characteristics than natural rubber, when temperature of service exceed 120.degree. C., maintain more constant dynamic characteristics of the mount when running at elevated temperature like 120.degree. C.Type: GrantFiled: June 14, 1995Date of Patent: November 5, 1996Assignee: Exxon Chemical Patents Inc.Inventors: Eric P. Jourdain, Periagaram S. Ravishankar
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Patent number: 5569516Abstract: A thermoplastic elastomer consisting essentially of a copolymer comprising a mixture of ethylene; one or more alpha-olefins having 3 to 12 carbon atoms; and, optionally, a diene, said copolymer being in an uncrosslinked state and having a crystallinity in the range of about 2 to about 40 percent by weight based on the weight of the copolymer wherein about 15 to about 85 percent by weight of the crystallinity melts at a temperature above 80.degree. C.; about 15 to about 85 percent by weight of the crystallinity melts at a temperature below 80.degree. C.; and the crystalline melting temperatures differ by at least about 30.degree. C.Type: GrantFiled: March 3, 1995Date of Patent: October 29, 1996Inventors: Arnis U. Paeglis, Robert L. Boysen, Timothy R. Lynn, Jeffrey D. Collins
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Patent number: 5556932Abstract: Chlorine-free, non-drying copolymer of isobutene with C.sub.4 -C.sub.10 -dienes having isolated or conjugated double bonds and containing at least 60 mol % of terminal double bonds, and a process for their preparation.Type: GrantFiled: February 25, 1994Date of Patent: September 17, 1996Assignee: BASF AktiengesellschaftInventors: Hans P. Rath, Konrad Knoll, Helmut Mach
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Patent number: 5543479Abstract: Polyisoolefins are produced according to the invention by polymerizing isoolefins having 4 to 16 carbon atoms, optionally with conjugated diolefins having 4 to 6 carbon atoms and/or cationically polymerizable, mono- or polyunsaturated, organic compounds having 4 to 16 carbon atoms in the presence of mixtures of carbon dioxide and linear, branched and/or cyclic C.sub.4 -C.sub.8 alkanes and in the presence of catalysts at temperatures of -70.degree. C. to +20.degree. C. and pressures of 1 to 70 bar, wherein the weight ratio of carbon dioxide to alkanes is 10:90 to 90:10.The process according to the invention largely prevents the formation of fouling on the reactor walls, so ensuring better removal of heat. Moreover, in accordance with the process according to the invention, the polyisoolefins obtained may be directly chemically modified once the carbon dioxide has been removed.Type: GrantFiled: July 27, 1995Date of Patent: August 6, 1996Assignee: Bayer AGInventors: Wolfgang Baade, Roland Heinrich, Gerhard Langstein, Thomas Mulder, Judit Puskas
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Patent number: 5539075Abstract: The invention concerns an unsaturated ethylene copolymer, a method for producing the ethylene copolymer, and the use of the ethylene copolymer in compositions for producing cross-linked structures, such as material for electric cables. In the method, ethylene and at least one monomer which is copolymerizable with ethylene and includes a polyunsaturated comonomer having a chain of at least 8 carbon atoms and at least 2 non-conjugated double bonds, of which at least one is terminal, are polymerized at a pressure of about 100-300 MPa and a temperature of about 80.degree.-300.degree. C. under the action of a radical initiator. The polyunsaturated comonomer preferably is an .alpha.,.omega.-alkadiene having 8-16 carbon atoms, most preferred 1,9-decadiene. Apart from the polyunsaturated comonomer, polymerization may also involve another vinyl-unsaturated monomer, preferably containing at least one functional group selected from hydroxyl groups, alkoxy groups, carbonyl groups, carboxyl groups and ester groups.Type: GrantFiled: April 21, 1994Date of Patent: July 23, 1996Assignee: Borealis Holding A/SInventors: Bill Gustafsson, Torbj orn Magnusson, Kari Alha, Peter Rydin
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Patent number: 5539065Abstract: The production of C.sub.4 -C.sub.16 alkyl rubbers using the slurry process by copolymerisation of isoolefins having 4 to 16 carbon atoms with conjugated diolefins having 4 to 6 carbon atoms and/or cationically polymerisable, mono- or polyunsaturated organic compounds having 4 to 16 carbon atoms in the presence of methyl chloride and in the presence of Friedel-Crafts catalysts proceeds particularly advantageously by performing copolymerisation in the presence of linear, branched and/or cyclic alkanes.Type: GrantFiled: July 19, 1995Date of Patent: July 23, 1996Assignee: Bayer AGInventors: Wolfgang Baade, Gerhard Langstein, Judit Puskas
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Patent number: 5534606Abstract: A rigid single- or multilayer non-oriented or mono- or biaxially oriented film in which at least one layer comprises a cycloolefin copolymer, wherein the cycloolefin copolymer has an intrinsic E modulus (E.sub.i) which has the following dependence on the glass transition temperature T.sub.g :E.sub.i =(0.0025[GPa/.degree.C.].times.T.sub.g [.degree.C.])+B[GPa]where B=2.93-3.19 and T.sub.g is the glass transition temperature.Type: GrantFiled: February 14, 1994Date of Patent: July 9, 1996Assignee: Hoechst AktiengesellschaftInventors: Cynthia Bennett, Michael-Joachim Brekner, Otto Herrmann-Schoenherr, Frank Osan
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Patent number: 5527870Abstract: An isobutylene is polymerized in the presence of an aromatic initiator and a catalyst under the conditions that either a chlorinated hydrocarbon or an aromatic hydrocarbon is used singly or in admixture with an aliphatic hydrocarbon so that the reaction solution has a dielectric constant of 1 to 5 and a solubility parameter of 7.5 to 9.0.Type: GrantFiled: January 10, 1995Date of Patent: June 18, 1996Assignee: Kanagafuchi Kagaku Kogyo Kabushiki KaishaInventors: Takuya Maeda, Hideo Kawachi, Masanobu Tamura, Shun Wachi
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Patent number: 5516862Abstract: A process for producing ethylene-.alpha.-olefin copolymer rubbers which comprises mixing a vanadium compound-containing solution and an alcohol-containing solution with stirring for 10-600 seconds to obtain a mixed solution, immediately feeding the mixed solution into a polymerization vessel containing an organoaluminum compound, and copolymerizing ethylene and an .alpha.-olefin, or ethylene, an .alpha.-olefin and a non-conjugated diene compound in the polymerization vessel. According to this process, the activity of polymerization catalyst can be maintained at a high level, no by-product of the reaction of the vanadium compound and the alcohol is deposited as precipitate in the apparatus and no such additional operations as bubbling is necessary.Type: GrantFiled: September 7, 1994Date of Patent: May 14, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Keisaku Yamamoto, Kizuku Wakatsuki, Hayato Saba, Tadaaki Nishiyama
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Patent number: 5504171Abstract: Disclosed are unsaturated .alpha.-olefin/.alpha.,.omega.-diene copolymers, and a method of preparation thereof. The copolymers are generally crystalline, free of gel and cross-links, and contain unsaturated side chains and long chain branching. The copolymers contain up to 5 mole percent diene incorporated therein, and may be prepared by copolymerization using a solid-phase, insoluble coordination catalyst, without a solvent, and below the crystalline melting point of the copolymer.Type: GrantFiled: December 22, 1994Date of Patent: April 2, 1996Assignee: Exxon Chemical Patent Inc.Inventors: Bradley P. Etherton, James J. McAlpin, Terrence Huff, Edward N. Kresge
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Patent number: 5502130Abstract: An anionic polymerization initiator includes a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A method of preparing an anionic polymerization initiator includes reacting an excess of a cyclic secondary amine with a conjugated diene to form an adduct; and, reacting the adduct with an organolithium compound. A method of preparing a polymer includes forming a solution of one or more anionically polymerizable monomers in a hydrocarbon solvent; and, polymerizing the monomer with an anionic polymerization initiator comprising a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A functionalized polymer includes the termination product of a living polymer having the general formula AYLi, Wherein A is a functional group derived from an anionic polymerization initiator; and, Y is a divalent polymer radical; wherein the anionic polymerization initiator is a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene.Type: GrantFiled: June 6, 1995Date of Patent: March 26, 1996Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr.
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Patent number: 5502140Abstract: A hydrocarbon resin is prepared by (1) thermally polymerizing a mixture consisting essentially of (a) about 40% to 90% by weight based on total monomers of a cyclic diolefin component comprising at least about 50% by weight dicyclopentadiene, and (b) about 60% to 10% by weight based on total monomers of a specified vinyl aromatic component, preferably alpha-methylstyrene; para-methyl-.alpha.-methylstyrene; 2,4-diphenyl-4-methyl-1-pentene, or mixtures thereof, and (2) recovering a product having a Ring and Ball softening point of about 70.degree. to about 150.degree. C. Hydrogenation of this resin produces light colored, thermally stable products that are useful as tackifiers in adhesives.Type: GrantFiled: October 19, 1994Date of Patent: March 26, 1996Assignee: Hercules IncorporatedInventors: Norman E. Daughenbaugh, Dane G. Goodfellow, Deborah A. Riedl
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Patent number: 5500447Abstract: An anionic polymerization initiator includes a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A method of preparing an anionic polymerization initiator includes reacting an excess of a cyclic secondary amine with a conjugated diene to form an adduct; and, reacting the adduct with an organolithium compound. A method of preparing a polymer includes forming a solution of one or more anionically polymerizable monomers in a hydrocarbon solvent; and, polymerizing the monomer with an anionic polymerization initiator comprising a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A functionalized polymer includes the termination product of a living polymer having the general formula AYLi, wherein A is a functional group derived from an anionic polymerization initiator; and, Y is a divalent polymer radical; wherein the anionic polymerization initiator is a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene.Type: GrantFiled: June 6, 1995Date of Patent: March 19, 1996Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr.
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Patent number: 5475074Abstract: A polymerizable composition containing;(A) 100 parts by weight of a vinylbenzyl compound of the formula (I), ##STR1## wherein each of R.sup.1 and R.sup.2 is independently a halogen atom, each of h and i is independently 0, 1 or 2, each of X.sup.1, X.sup.2 and X.sup.3 is independently an oxygen atom or a sulfur atom, and each of j, k and m is 0 or 1, provided that when k is 0, j is 0, that when m is 0, each of j and k is 0, that when j is 0 and when each of k and m is 1, X.sup.1 and X.sup.2 cannot be sulfur atoms at the same time, and that when each of m, k and j is 1, X.sup.1, X.sup.2 and X.sup.3 cannot be sulfur atoms at the same time,and(B) 0.1 to 20 parts by weight of 2,4-diphenyl-4-methyl-1-pentene.Type: GrantFiled: January 28, 1994Date of Patent: December 12, 1995Assignee: Tokuyama CorporationInventors: Shingo Matsuoka, Hideki Kazama, Tadashi Hara, Tomonori Matsunaga, Hiroshi Suga
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Patent number: 5449724Abstract: A free radical polymerization process for the preparation of a thermoplastic resin includes heating a mixture comprised of a free radical initiator, a stable free radical agent, and ethylene at a temperature of from about 40.degree. C. to about 500.degree. C. and at a pressure of from about 500 to about 5,000 bar to form a thermoplastic resin. The thermoplastic resin has a molecular weight distribution of from about 1.0 to about 2.0.Type: GrantFiled: December 14, 1994Date of Patent: September 12, 1995Assignee: Xerox CorporationInventors: Karen A. Moffat, Marko D. Saban, Richard P. N. Veregin, Michael K. Georges, Gordon K. Hamer, Peter M. Kazmaier
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Patent number: 5448001Abstract: Iso-butylene based polymers and particularly butyl rubber may be polymerised from iso-butylene or iso-butylene/isoprene mixtures respectively using a metallocene type catalyst. In particular, polymerization or co-polymerization takes place very rapidly under anhydrous and anaerboic conditions at temperatures between -100.degree. C. and -20.degree. C. in the presence an initiator co-initiator system comprising Cp'MXX'X"/BRR'R" in an organic solvent such as toluene, where Cp' is a .pi.-bonded cyclopentadienyl or substituted cyclopentadienyl ligand; M is selected from titanium, zirconium and hafnium; XX' and X" are the same or different anionic groups containing 1-20 nonhydrogen groups; B is boron; and R, R' and R" are the same or different anionic groups containing 1-30 nonhydrogen groups.Type: GrantFiled: October 7, 1994Date of Patent: September 5, 1995Assignee: Queen's University at KingstonInventor: Michael C. Baird
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Patent number: 5430117Abstract: There have been provided by the present invention a higher .alpha.-olefin copolymer which has an intrinsic viscosity [.eta.], as measured in decalin at 135.degree. C., of 0.1 to 10 dl/g, and comprises polymer units derived from 95-30 parts by mol of a higher .alpha.-olefin of C.sub.6-20, 5-70 parts by mol of an aromatic ring-containing vinyl monomer represented by the formula [I] (total of the higher .alpha.-olefin and the vinyl monomer are 100 parts by mol), and 0.01 to 30% by mol of a non-conjugated diene represented by the formula [II]; ##STR1## wherein n is an integer of 0 to 5, and R.sup.1, R.sup.2 and R.sup.3 are each independently H or C.sub.1-8 alkyl; ##STR2## wherein n is an integer of 1 to 5, R.sup.4 is C.sub.1-4 alkyl, R.sup.5 and are each independently H or C.sub.1-8 alkyl but are not H simultaneously, a process for the preparation thereof, a higher .alpha.-olefin copolymer composition comprising [A] the higher .alpha.Type: GrantFiled: July 13, 1994Date of Patent: July 4, 1995Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Masaaki Kawasaki, Keiji Okada, Kenzaburo Fukutani, Tetsuo Tojo, Akemi Uchimi
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Patent number: 5418308Abstract: Copolymers of propylene and a non-conjugated diene or triene of the formula (I): CH.sub.2 =CH(CHR.sup.4).sub.n CR.sup.1 =CR.sup.2 R.sup.3, where R.sup.1 and R.sup.2 are hydrogen or alkyl, but are not both hydrogen; R.sup.3 is alkyl or alkenyl of the formula (II): --(CHR.sup.8).sub.m CR.sup.5 =CR.sup.6 R.sup.7, where R.sup.5 and R.sup.6 are as defined for R.sup.1 (above), but are not both hydrogen; R.sup.7 is alkyl; each R.sup.8 is as defined for R.sup.4 (below); and m is 1 to 5; R.sup.4 is hydrogen or alkyl especially methyl; and n is from 2 to 5, can be made using highly stereospecific Ziegler-Natta polymerisation catalysts. The copolymers have 99.9 to 60, particularly 99.5 to 85, mole % propylene residues and 0.1 to 40, particularly 0.5 to 15, mole % diene residues. The copolymers have unexpectedly low solubility in organic solvents such as xylene and can be cross-linked, vulcanised or cured to give polymers having improved high temperature performance.Type: GrantFiled: January 15, 1995Date of Patent: May 23, 1995Assignee: BASF AktiengesellschaftInventor: James L. Harvie
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Patent number: 5376744Abstract: A process is disclosed for carbocationically polymerizing monomers having one or more carbon-carbon double bonds in a medium primarily of carbon dioxide at or above 31.1.degree. C. and at or above 73 bars pressure. The supercritical carbon dioxide can replace traditional solvents for carbocationic polymerizations. While traditional solvents like methylene chloride do not function to allow polymers to form above cryogenic temperatures, it has been found that polymers can be formed at higher temperatures in this supercritical medium.Type: GrantFiled: November 10, 1993Date of Patent: December 27, 1994Assignee: The University of AkronInventors: Joseph P. Kennedy, Tibor Pernecker
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Patent number: 5374695Abstract: Process for the preparation of elastomeric copolymers of ethylene, wherein ethylene is copolymerized with an .alpha.-olefin, and possibly with a diene as termonomer, in the presence of a Ziegler-Natta catalyst including a solid component of catalyst based on titanium and aluminium, supported on magnesium chloride and obtained, in accordance with a special procedure, in the form of a spherical granular solid. This process produces elastomeric copolymers having a low crystallinity even with a high content of linked ethylene.Type: GrantFiled: July 9, 1992Date of Patent: December 20, 1994Assignee: Enichem Elastomeri S.r.l.Inventors: Tiziano Tanaglia, Sergio Foschi
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Patent number: 5369186Abstract: Disclosed are polymers and copolymers of CH.sub.2 .dbd.CHR alpha olefins where R is hydrogen or a 1-6 carbon atom alkyl radical, containing in the chain from 0.1 to 40 mole % of monomeric units ##STR1## where X is selected from the group consisting of (CH.sub.2).sub.r CH.sub.2 CH.sub.2 Y ##STR2## where r=0-10, Y is a halogen atom, R.sup.1 is a hydrocarbon radical with 1-18 carbon atoms.Type: GrantFiled: November 12, 1991Date of Patent: November 29, 1994Assignee: Himont IncorporatedInventors: Maurizio Galimberti, Umberto Giannini, Romano Mazzocchi, Enrico Albizzati, Umberto Zucchini
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Patent number: 5354828Abstract: The higher .alpha.-olefin copolymers obtained in accordance with the present invention are copolymers derived from higher .alpha.-olefin and non-conjugated diene represented by the following general formula [I], and (a) the non-conjugated diene content thereof is from 0.01 to 30 mol %, and (b) the intrinsic viscosity [.eta.], as measured in decahydronaphthalene at 135.degree. C., of said copolymer is from 1.0 to 10.0 dl/g. ##STR1## The invention also provides a process for preparing such higher .alpha.-olefin copolymers as illustrated above, and vulcanization products obtained from said copolymers.Furthermore, the invention provides vulcanizable compositions containing rubber comprising of the above-mentioned higher .alpha.-olefin copolymers and a specific diene rubber or a specific ethylene/.alpha.-olefin copolymer rubber.Type: GrantFiled: June 22, 1993Date of Patent: October 11, 1994Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Masaaki Kawasaki, Syuji Minami, Tetsuo Tojo, Keiji Okada
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Patent number: 5314922Abstract: Ion exchange fibers comprising a polymer component having a main chain of a syndiotactic poly(1,2-butadiene) structure and containing ion exchange functional groups introduced at least part of side chain ethylene groups. These fibers may be suitably formed into a non-woven fabrics, and thus an ion exchange cloth can be obtained, which has excellent ion exchange capacity, flexibility excellent processing capacity, high mechanical strength and elongation. The ion exchange fibers have excellent ion exchange capacity with respect to fluid such as water or gas and thus can be used as cartridge filters and fiber-filled filters.Type: GrantFiled: November 13, 1991Date of Patent: May 24, 1994Assignee: Daiwabo Create Co., Ltd.Inventor: Yousuke Takai
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Patent number: 5278244Abstract: A new class of macromolecular monomers (hereinafter called "macromonomers") comprises the polymerized product of at least one of an ethenylarene and a conjugated diene monomer, the product having a terminal omega-alkenyl group of at least four carbon atoms. The novel macromonomer can be copolymerized with ethylene and alpha-olefin monomers to form graft copolymers having pendant side-chains. The graft copolymers are useful as coating and molding compositions. The macromonomers can be useful as coatings on chromatographic supports for analytical and preparative separation of chemical mixtures.Type: GrantFiled: December 16, 1992Date of Patent: January 11, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventor: Gaddam N. Babu
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Patent number: 5241031Abstract: Disclosed is a process for improving the unload power of a precursor elastic film comprising orienting the film to a draw ratio in the range of about 2:1 to about 20:1 followed by annealing. Further disclosed is an elastic film oriented to a draw ratio in the range of about 2:1 to about 20:1 and comprising a copolymer of ethylene polymerized with at least one comonomer selected from the group consisting of C.sub.3 to C.sub.20 alpha-olefins and C.sub.3 to C.sub.20 polyenes, wherein the copolymer has a density in the range of about 0.855 g/cm.sup.3 to about 0.9 g/cm.sup.3, a melt index in the range of about 0.5 to about 50, with a composition distribution index at least about 45 percent.Type: GrantFiled: February 19, 1992Date of Patent: August 31, 1993Assignee: Exxon Chemical Patents Inc.Inventor: Aspy K. Mehta
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Patent number: 5219968Abstract: A substantially syndiotactic propylene copolymer which comprises propylene and at least one cyclic diolefin having 6 to 25 carbon atoms or an alkadiene having 6 to 25 carbon atoms and at least one terminal double bond, in the .sup.13 C-NMR spectrum of the copolymer measured in a 1,2,4-trichlorobenzene solution, a peak intensity observed at about 20.2 ppm as the reference of tetramethylsilane at 0.0 ppm being 0.5 or more of the total peak intensity attributed to methyl groups of propylene; the content of the cyclic diolefin or the alkadiene being from 0.01 to 20 mol %; the intrinsic viscosity [.eta.] of the copolymer measured in a tetralin solution at 135.degree. C. being from 0.1 to 10 dl/g.This copolymer can contain an .alpha.-olefin other than propylene, particularly ethylene.Type: GrantFiled: November 12, 1991Date of Patent: June 15, 1993Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Tetsunosuke Shiomura, Tadashi Asanuma, Masashiro Kouno, Norihide Inoue, Satoshi Fukushima, Yoshiho Sonobe, Kazumi Mizutani, Tutomu Iwatani, Ryuichi Sugimoto
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Patent number: 5194538Abstract: A polymerization process is provided for producing a butyl rubber with a bimodal molecular weight distribution which comprises introducing isobutylene, a conjugated diolefin monomer having from 4 to 8 carbon atoms, from about 1.times.10.sup.-5 to about 1.times.10.sup.-3 moles of an initiator component per mole of isobutylene, said initiator component being selected from the group consisting of an initiator component having the formula: ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 are selected from the group consisting of alkyl, aryl and aralkyl groups and can be the same or different and i is a positive whole number from 2 to 6, and an initiator component having an adamantyl nucleus bearing from 2 to 4 hydroxyl groups an inert organic solvent and from about 1.times.10.sup.-4 to about 1.times.10.sup.-3 moles of water per liter of inert organic solvent into a suitable reaction vessel at a temperature of from about -120.degree. C. to about -50.degree. C., adding a solution of from about 5.times.10.sup.Type: GrantFiled: July 15, 1992Date of Patent: March 16, 1993Assignee: Polysar CorporationInventors: Judit E. Puskas, Gabor Kaszas
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Patent number: 5191052Abstract: Ethylene 1,3 Butadiene copolymers having in their structure cyclopentane rings connected in a trans 1,2 position. The ethylene copolymers of the invention may be formed from polymerization of ethylene and 1,3 butadiene and preferably have a predominance of the copolymer units formed as trans 1,2-cyclopentane, the remainder of the 1,3 butadiene comonomer being incorporated as the noncyclic.Type: GrantFiled: November 2, 1990Date of Patent: March 2, 1993Assignee: Exxon Chemical Patents Inc.Inventor: Howard C. Welborn, Jr.
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Patent number: 5187246Abstract: An improved polymerization process for making essentially non-agglomerated ethylene polymers, especially EPR polymers, based on the use of a high activity vanadium catalyst, which utilizes an alkylated metal chain transfer agent to moderate the kinetics of the polymerization reaction so as to avoid formation of an undesirable amount of agglomerated polymer.Type: GrantFiled: June 26, 1990Date of Patent: February 16, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Edgar C. Baker, Francis G. Stakem, Allen Noshay, Kiu H. Lee, Arthur E. Marcinkowsky
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Patent number: 5122572Abstract: This invention provides a novel catalyst composed of a complex of an organic acid or its ester and a Lewis acid, preferably boron trichloride that can add olefin monomers to increase the molecular weight of the complex from as low as 200 to in excess of a million, with the complex being active viz., living, until the complex dies, viz., is decomposed or destroyed so that polymers in the liquid or easily liquefiable range of 300 to about 10,000 can be made of those more difficult to be liquefied or unliquefiable, viz., those of over 10,000 up to 100,000 or in some cases 500,000 and then those in the range of the elastomers, or moldable or extrudable plastics range having very high molecular weights, generally in excess of 100,000 up to in excess of 500,000 and having useful end groups such as the halogens and specifically chloride, allyl, acryl or methacryl, acetate or formate to name some of the more useful ones.Type: GrantFiled: November 29, 1989Date of Patent: June 16, 1992Inventors: Joseph P. Kennedy, Rudolf Faust
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Patent number: 5116915Abstract: A method is disclosed for controlling the polymerization process of olefinic hydrocarbons in an inert solvent which provides continuous control of Mooney viscosity and molecular weight distribution of the obtained polymer. In the disclosed method, means (4, 5) are included for measuring the temperature of a polymer solution in different parts of a reactor (1) provided with agitation (2), as well as means (6) for measuring the dynamic or kinematic viscosity of the polymer solution and means (7) for measuring the polymer concentration in the solution. A valve (8) mounted on the catalyst feed line controls the catalyst flow rate. A computer (9) is used to control the entire process by calculating the Mooney viscosity from the dynamic viscosity and polymer concentration and adjusting the process parameters as necessary to achieve a pre-set Mooney viscosity.Type: GrantFiled: December 28, 1987Date of Patent: May 26, 1992Assignee: GiprokautchukInventors: Ulchar A. O. Mamedov, Anatolyi E. Tokar, George J. Elbaum
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Patent number: 5084534Abstract: A process for polymerizing or copolymerizing ethylene, either alone or in combination with other olefins, comprising contacting said ethylene or alpha-olefin, either alone or in combination with other olefins, with a catalyst comprising a cyclopentadienyl-transition metal compound and an alumoxane compound at an elevated temperature and pressure and wherein the ratio of aluminum in the alumoxane to the total metal in the metallocene is in the range of 1000:1 to 0.5:1.Type: GrantFiled: September 10, 1987Date of Patent: January 28, 1992Assignee: Exxon Chemical Patents, Inc.Inventors: Howard C. Welborn, Jr., Charles S. Speed
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Patent number: 5071913Abstract: A substantially gel free C.sub.4 to C.sub.7 isoolefin homopolymer rubber, butyl copolymer rubber, halogenated butyl rubber (e.g., chlorinated or brominated), or mixtures thereof, comprising a molecular weight distribution such that the ratio of the moments of said molecular weight distribution, Mz/Mw, is equal to or exceeds 2.0, and that portion of said molecular weight distribution which is equal to and greater than 4 times the peak molecular weight, Mp, comprises greater than 8 percent of the total polymer species, and Mp is greater than about 250,000 and wherein said polymer species of molecular weight less than Mp are substantially branch free. Various means are disclosed for effecting the molecular weight distribution including blending of homopolymers and/or copolymers of appropriate molecular weight and molecular weight distribution and direct polymerization using a functional reagent to introduce branching.Type: GrantFiled: December 11, 1987Date of Patent: December 10, 1991Assignee: Exxon Chemical Patents Inc.Inventors: Kenneth W. Powers, Hsien-Chang Wang, Debra C. Handy, James V. Fusco
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Patent number: 5034485Abstract: Multifunctional cyclobutarene peroxide polymerization initiators comprising at least one cyclobutarene moiety linked through the aromatic ring to at least one peroxide containing group which catalyze free radical polymerizations, as well as participate in cyclobutarene initiated ring opening polymerizations. The cyclobutarene peroxides of this invention are useful for the production of cross-linked, branched and graft polymeric compositions.Type: GrantFiled: May 30, 1990Date of Patent: July 23, 1991Assignee: The Dow Chemical CompanyInventors: Wen H. Tong, Duane B. Priddy
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Patent number: 4968765Abstract: Disclosed is a molecularly oriented molded body of an ultra-high-molecular-weight ethylene/polyene copolymer having an intrinsic viscosity (.eta.) of at least 5 dl/g and such a content of a polyene that the number of molecules of the polyene is 0.01 to 15 on the average per 1000 carbon atoms, wherein the molded body shows at least two crystal fusion endothermic peaks when the measurement is conducted in the restraint state by using a differential scanning calorimeter, the molded body has at least one crystal fusion endothermic peak (Tp) at a temperature higher by at least 20.degree. C. than the inherent crystal fusion temperature (Tm) of the ultra-high-molecular-weight ethylene/polyene copolymer determined as the main fusion endothermic peak at the time of the second elevation of the temperature, and the quantity of heat based on said crystal fusion endothermic peak (Tp) is at least 15% based on the total fusion heat quantity.Type: GrantFiled: September 2, 1988Date of Patent: November 6, 1990Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Kazuo Yagi, Akinori Toyota
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Patent number: 4952639Abstract: A hydrogenated petroleum resin is provided, which features excellent heat stability and good compatibility with polar polymers. The resin provides an adhesive compound in combination with such a polar polymer, exhibiting an outstanding adhesion capability. The resin is prepared by copolymerization of a C.sub.5 fraction, containing diolefins and monoolefins in a specific proportion, and an aromatic monoolefin, followed by a proper degree of hydrogenation of the copolymer.Type: GrantFiled: June 14, 1988Date of Patent: August 28, 1990Assignee: Maruzen Petrochemical Co., Ltd.Inventors: Katsumi Minomiya, Akira Takahashi, Koichi Murakami
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Patent number: 4942210Abstract: Isobutylene homopolymers and copolymers are prepared using a catalyst system comprising a haloadamantane component and a Lewis acid. Branched polymers are prepared using polyhaloadamantanes, the branches being attached to the adamantane at the former location of the halide. The preferred catalyst systems are diethylaluminum chloride and bromoadamantane as well as polybromo, or polychloroadamantanes.Type: GrantFiled: August 24, 1987Date of Patent: July 17, 1990Assignee: Exxon Chemical Patents Inc.Inventor: Irving Kuntz
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Patent number: 4921924Abstract: A method for removing a tertiary halide from an olefin hydrocarbon stream which comprises contacting the hydrocarbon stream with activated alumina at a temperature of about -40.degree. to about 120.degree. C.Type: GrantFiled: October 24, 1986Date of Patent: May 1, 1990Assignee: Exxon Chemical Patents Inc.Inventor: Harvey E. Atwood
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Patent number: 4908421Abstract: A polymerization process is provided for producing a terminally functional polymer which comprises introducing a monomer charge, a Lewis acid and an organic peroxy compound into a suitable reaction vessel and polymerizing the monomer charge at a temperature of from about 0.degree. to about -80.degree. C. to form the terminally functional polymer, wherein the monomer charge comprises isobutylene and the organic peroxy compound is charge in an amount of from about 10.sup.-4 to about 10.sup.-1 moles per mole of the isobutylene. In a preferred embodiment, the monomer charge additionally comprises vinylidene aromatic or diolefin monomers. The invention also provides a novel catalyst system comprising an organic peroxy compound and a Lewis acid for the polymerization of isobutylene or monomer mixtures containing isobutylene.Type: GrantFiled: July 26, 1988Date of Patent: March 13, 1990Assignee: Polysar LimitedInventors: Munmaya K. Mishra, Akhtar Osman
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Patent number: 4902766Abstract: A light color aliphatic hydrocarbon petroleum resin including a piperylene component and a chain transfer agent component useful as a tackifying agent, especially with copolymers. The resin of the invention has a softening point of about 0.degree.-40.degree. C., a number average molecular weight of from 100 to about 900, a low Gardner color of about 3 or less, and is formed by the aluminum chloride catalyzed polymerization of a feed stream essentially free of butadiene.Type: GrantFiled: December 1, 1986Date of Patent: February 20, 1990Assignee: Exxon Chemical Patents Inc.Inventor: Steven G. Hentges
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Patent number: 4804729Abstract: The present invention provides an electrical insulating material which comprises an ethylene copolymer prepared by subjecting, to a high-pressure radical polymerization, ethylene or a mixture of ethylene and at most 3 mol % of another monomer in the presence of one- to three-ring aromatic compound having at least two carbon-carbon double bonds, which are different from each other in reactivity in radical polymerization, in one molecule at a polymerization pressure of 500 to 4,000 kg/cm.sup.2 at a polymerization temperature of 50.degree. to 400.degree. C., with the ethylene copolymer containing 0.005 to 1 mol % of a unit derived from the aromatic compound.Type: GrantFiled: July 6, 1987Date of Patent: February 14, 1989Assignee: Nippon Petrochemicals, Co., Ltd.Inventors: Yuichi Orikasa, Shinji Kojima, Takashi Inoue, Atsushi Sato, Shigenobu Kawakami, Kaoru Yamamoto
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Patent number: 4801666Abstract: The reaction of the organolanthanide complexes [.eta..sup.5 --(CH.sub.3).sub.5 C.sub.5 ].sub.2 MCl.sub.2.sup.- Li((C.sub.2 H.sub.5).sub.2 O).sub.2.sup.+, M=La, Nd, Sm, Lu, with LiCH[Si(CH.sub.3).sub.3 ].sub.2 provides a straight-forward route to ether-free and halide- free bis(pentamethylcyclopentadienyl) lanthanide alkyls, (.eta..sup.5 (CH.sub.3).sub.5 C.sub.5).sub.2 MCH--[Si(CH.sub.3).sub.3 ].sub.2. The (.eta..sup.5 (CH.sub.3).sub.5 C.sub.5).sub.2 NdCH[Si(CH.sub.3).sub.3 ].sub.2 complexes react with H.sub.2 under mild conditions to yield the corresponding hydrides [(.eta..sup.5 (CH.sub.3).sub.5 C.sub.5).sub.2 MH].sub.2. These complexes have been found to be extremely active homogeneous olefin polymerization catalysts, as well as catalysts for olefin and acetylene hydrogenation.Type: GrantFiled: May 14, 1987Date of Patent: January 31, 1989Assignee: Northwestern UniversityInventors: Tobin J. Marks, Heiko Mauermann
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Patent number: 4780513Abstract: Protection against molecular weight depression in the polymerization reaction producing polyisobutylene rubber or butyl rubber is achieved through addition of minor amounts of certain metal alkyls, particularly the lower alkyl aluminum compounds or lower alkyl aluminum hydrides which function as buffering, neutralizing or complexing agents against polymerization poisons and extraneous catalyst activators.Type: GrantFiled: July 24, 1986Date of Patent: October 25, 1988Assignee: Exxon Research & Engineering Co.Inventors: Kenneth W. Powers, Ralph H. Schatz
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Patent number: 4714747Abstract: The invention relates to a continuous process for the manufacture of butyl rubber in which the monomers are polymerized using a halogenated polymerization medium in a self-cleaning screw extruder at a constant pressure under boiling plug-flow conditions by means of a modified aluminium halide catalyst which operates at high temperature (relative to prior art very low temperatures of e.g. -100.degree. C.). In contrast to prior art slurry processes, the polymerization mixture forms a sticky, highly viscous mass which is conveyed by screw action to the extruder outlet as polymerization proceeds. The butyl rubber product is separated at a high concentration from vapors of unreacted monomers and polymerization medium which are recycled.Type: GrantFiled: June 16, 1986Date of Patent: December 22, 1987Assignee: Enichem Elastomeri S.p.A.Inventors: Mario Bruzzone, Silvano Gordini, Ken Wyllie
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Patent number: 4602077Abstract: Disclosed are plastic copolymers of propylene with linear dienes having conjugated double bonds, in particular with butadiene, characterized by a molar ratio between the dienic units in configuration 1,2 and those in configuration 1,4 higher than 0.2, preferably higher than 1.Such copolymers are prepared by copolymerization of propylene with linear dienes in the presence of stereospecific catalysts comprising a halogen Ti compound supported on a Mg halide.The copolymers can be reacted with radically polymerizable monomers, thus obtaining functionalized products suited to be transformed into films having good adhesion characteristics.Type: GrantFiled: July 24, 1985Date of Patent: July 22, 1986Assignee: HIMONT IncorporatedInventors: Giuliano Cecchin, Floriano Guglielmi, Francesco Zerega
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Patent number: 4514554Abstract: This invention relates to pressure sensitive adhesive formulations which include a block copolymer of styrene and isoprene such as Kraton.RTM. D and a tackifying resin derived from petroleum feedstock polymerized in the presence of aluminum chloride and having a Mw ranging from 800 to 960, a Mn ranging from 500 to 600 with a Mw/Mn ratio of from 1.3 to 1.9, a softening point of 78.degree. to 81.degree. C. and a glass transition temperature of about 50.degree. C. whereby the adhesive formulations have a rolling ball tack of less than 5 cm., a 180.degree. peel of higher than 3 pounds per inch, a 90.degree. quick stick of higher than 3 pounds per inch and a Polyken tack of higher than 1,000 g/cm.sup.2.Type: GrantFiled: February 23, 1983Date of Patent: April 30, 1985Assignee: Exxon Research and Engineering Co.Inventors: Vincent L. Hughes, Francisco M. Benitez
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Patent number: 4446289Abstract: A novel process is disclosed for polymerizing and copolymerizing alpha olefins (ethylene included) also in the presence of conjugated diolephins, and more particularly for copolymerizing ethylene with 1,3-butadiene, based on the use of a plural-component catalyst system, one of said components being a novel complex which contains titanium and magnesium. The process gives, in yields higher than 200,000 grams of polymer per g of elemental Ti, ethylene-butadiene copolymers having a distribution of monomeric units characterized by a particular novel .sup.13 C-NMR spectrum, a high apparent specific gravity and such a grit size as to impart flowability to the dry product, and a distribution in the presence of sulphur and accelerators such as to acquire a gel content (fraction insoluble in boiling xylenes) over 50%.Type: GrantFiled: July 15, 1982Date of Patent: May 1, 1984Assignee: Agip Petroli S.p.A.Inventors: Antonio Carbonaro, Cesare Ferrero, Margherita Corbellini
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Patent number: 4417043Abstract: A polymer capable of forming an anisotropic melt characterized in that the polymer chain includes residues of cross-linking reactants at a concentration sufficient to give a polymer with a melt viscosity of not greater than 10.sup.7 Nsec/m.sup.2 measured by capillary rheometry at a shear rate of 10.sup.4 N/m.sup.2. The polymers exhibit favorable shear dependent viscosity characteristics in that the viscosity is high under low shear conditions and is low under high shear conditions, as judged by the viscosity characteristics of polymers of the same composition but not containing the residues of cross-linking reactants.Type: GrantFiled: January 5, 1981Date of Patent: November 22, 1983Assignee: Imperial Chemical Industries PLCInventors: Frederic N. Cogswell, Brian P. Griffin, Clive P. Smith
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Patent number: 4403080Abstract: Hydrocarbon resins having an increased softening point are obtained by a process featuring the sequential steps of: isomerizing the 2-methylbutene-1 component of a branched olefin modifier stream whereby its 2-methylbutene-2 content is enriched; polymerizing a feedstock consisting of the mixture of said enriched modifier stream and a piperylene rich feed stream; and, recovering said hydrocarbon resin with properties enhancing its utility for adhesive applications.Type: GrantFiled: August 19, 1982Date of Patent: September 6, 1983Assignee: Exxon Research & Engineering Co.Inventor: Vincent L. Hughes
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Patent number: 4378455Abstract: The present disclosure relates to a process for alternating copolymerization of propylene and butadiene in the absence of a polymerization solvent. The disclosure contains information relative to commercial production of the said copolymer and detailed teachings relative to the preparation of catalyst for use in the said process.Type: GrantFiled: February 19, 1980Date of Patent: March 29, 1983Assignee: Maruzen Petrochemical Co., Ltd.Inventors: Akihiro Kawasaki, Tsuyoshi Matsumoto, Masanobu Taniguchi, Isao Maruyama, Masaaki Matsui, Masao Kaneko, Akihiko Imai